New Chicago Holidays
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Flight + Hotel Deals in New Chicago
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
Price was €1,083, price is now €844 per person
€844
per person
2 Nov - 7 Nov
found 3 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very Good! (3,910 reviews)
Room was good, shower was a bit tie and since it’s a green room the AC would turn off during the night until motion was detected, good thing it was not that hot outside. Carpet does need some replacement.
Best part was the subway station Grand is right in the same corner, very convenient to get to downtown loop.
Some good restaurants and the casino were around the corner.
Staff was very friendly and attentive. Unfortunately they have a policy for cleaning the rooms every other day, but you can grab towels from the carts or call front desk.
Overall the stay was very pleasant.
Reviewed on 29 Sept 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was €1,527, price is now €1,090 per person
€1,090
per person
31 Oct - 3 Nov
found 22 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Perfect location, beautiful view, nice staffs, excellently maintained room and facility!
Reviewed on 28 Sept 2025
Park Hyatt Chicago
Downtown Chicago
Price was €2,271, price is now €1,724 per person
€1,724
per person
2 Nov - 7 Nov
found 3 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Fantastic stay with excellent staff ! Would 100% recommend and will be returning the next time we are in Chicago.
Reviewed on 27 Sept 2025
Top hotels in New Chicago
Ameristar Casino Hotel East Chicago
777 Ameristar Blvd., East Chicago, IN
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,034 reviews)
"Super easy check in and out"
Reviewed on 28 Sept 2025
FairBridge Inn Express Merrillville
8250 Louisiana Street, Merrillville, IN
Fully refundableReserve now, pay when you stay
The price is €43 per night from 13 Oct to 14 Oct
€43
13 Oct - 14 Oct
includes taxes & fees
6.6/10 (428 reviews)
"Bare minimum clean rooms staff is nice the have a mall across the street a/c booming"
Reviewed on 29 Sept 2025
Fairfield Inn and Suites By Marriott Merrillville
8275 Georgia St, Merrillville, IN
Fully refundableReserve now, pay when you stay
The price is €93 per night from 5 Oct to 6 Oct
€93
5 Oct - 6 Oct
includes taxes & fees
7.8/10 Good! (1,015 reviews)
"Wow!! Is all I can say! The room I booked is amazing my man was even impressed w it! We had a double room living room w bedroom attached Hannah at the front desk was SO NICE & we can’t wait for the breakfast! So far so good! Clean fresh smelling room. Only tinnitus we can’t find ice machine"
Reviewed on 28 Sept 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
